NOP - Sustainability in the organic chemistry lab course

10-Undecenoic acid methyl ester

+

Iodoacetic acid ethyl ester

Cu

reacts to

9-(5-Oxotetrahydrofuran-2-yl)nonanoic acid methyl ester

+

Iodoethane

; Side reactions

¹H-NMR

1H NMR

¹H-NMR: crude product
500 MHz, CDCl₃
delta [ppm]	mult.	atoms	assignment
1.24-1.45	m	10 H	4-H, 5-H, 6-H, 7-H, 8-H
1.57	m	2 H	3-H
1.70	m	1 H	9-H
1.82	m	1 H	9-H
2.27	t	2 H	2-H
2.30	m	2 H	3-H (ring)
2.50	m	2 H	4-H (ring)
3.67	s	3 H	O-CH₃
4.48	m	1 H	2-H (ring)

1H NMR

¹H-NMR: 9-(5-Oxotetrahydrofuran-2-yl)nonanoic acid methyl ester
500 MHz, CDCl₃
delta [ppm]	mult.	atoms	assignment
1.24-1.45	m	10 H	4-H, 5-H, 6-H, 7-H, 8-H
1.57	m	2 H	3-H
1.70	m	1 H	9-H
1.82	m	1 H	9-H
2.27	t	2 H	2-H
2.30	m	2 H	3-H (ring)
2.50	m	2 H	4-H (ring)
3.67	s	3 H	O-CH₃
4.48	m	1 H	2-H (ring)